Naringin-Loaded Metal Organic Frameworks

Abstract

This invention relates to compositions, including oral care compositions, comprising naringin-loaded metal-organic frameworks (MOFs), such as naringin-loaded MIL-101(Fe), as well as methods of using and of making these compositions.

1 . A compound characterized as a naringin-loaded metal organic framework (MOF). 
     
     
         2 . The compound of  claim 1 , wherein the MOF is a transition-metal based MOF (e.g., Fe, Ti, Cr, Cu, Ni, Zn) comprising the transitional metal ions in coordination with organic ligand molecules. 
     
     
         3 . The compound of  claim 2 , wherein the organic ligand is selected from terephthalic acid (1,4-benzenedicarboxylic acid), biphenyl-4,4′-dicarboxylic acid, and trimesic acid. 
     
     
         4 . The compound of  claim 2 , wherein the transition metal is iron. 
     
     
         5 . The compound of  claim 4 , wherein the MOF is Mil-53(Fe), MIL-68(Fe), MIL-88(Fe), MIL-100(Fe), or MIL-101(Fe). 
     
     
         6 . The compound of  claim 5 , wherein the MOF is MIL-101(Fe), a terephthalic acid-bridged, oxo-centered, trinuclear Fe 3+  complex. 
     
     
         7 . The compound according to  claim 1 , wherein the naringin is reversibly loaded into the MOF. 
     
     
         8 . The compound according to  claim 1 , wherein the naringin is spontaneously released from the MOF when suspended in aqueous solution in a sustained manner, e.g., over a period of at least 12 hours, or at least 24 hours, or at least 36 hours, or at least 48 hours, or at least 72 hours, or at least 96 hours. 
     
     
         9 . The compound according to  claim 1 , wherein the naringin is loaded into the MOF in an amount of 10-20 weight % of the total weight of the naringin-loaded MOF, e.g., 10-15 weight %. 
     
     
         10 . An oral care composition comprising the compound according to  claim 1 , in admixture with an orally acceptable carrier or base and one or more orally acceptable excipients. 
     
     
         11 . The oral care composition according to  claim 10 , further comprising one or more of a zinc ion source, a stannous ion source, a fluoride ion source, a phosphate salt, a buffer, an anionic surfactant, a zwitterionic surfactant, or a nonionic surfactant. 
     
     
         12 . The oral care composition of  claim 10  or  11 , further comprising one or more of water, a thickener, an abrasive, a foaming agent, a vitamin, a humectant, a sweetener, a flavorant, a pigment, a dye, an anti-caries agent, an anti-bacterial agent, a whitening agent, a desensitizing agent, a preservative, or a mixture thereof. 
     
     
         13 . An oral care composition according to  claim 10 , wherein the composition is a dentifrice or a mouthwash. 
     
     
         14 . A method of treatment or prevention of gingivitis, plaque, dental caries, dental enamel erosion, gum recession, and/or dentinal hypersensitivity comprising applying an oral care composition as described herein, the method comprising the application to the oral cavity of a person in need thereof, of a composition according to  claim 10 , e.g., by brushing or rinsing, for example, one or more times per day. 
     
     
         15 . A method of killing oral bacteria and/or improving oral immune cell function (e.g., T cell function) comprising applying an oral care composition as described herein, the method comprising the application to the oral cavity of a person in need thereof, of a composition according to  claim 10 , e.g., by rinsing and/or brushing, for example, one or more times per day.